title: Direct asymmetric α-allylation of α-branched aldehydes by two catalytic systems with an achiral Pd complex and a chiral primary α-amino acid.
abstract: Direct α-allylation of α-branched aldehydes was successfully carried out with a readily available allyl ester by combined use of two catalytic systems: Tsuji-Trost allylation reaction with an achiral palladium complex and enamine catalysis with a chiral primary α-amino acid. A quaternary carbon stereogenic center was constructed stereoselectively to give various 2,2-disubstituted pent-4-enals in good yields with high enantioselectivity.
authors.affiliation: Division of Chemical Process Engineering, Graduate School of Engineering, and ‡Molecular Chemistry and Engineering Course, Graduate School of Chemical Sciences and Engineering, Hokkaido University , Kita 13-jo Nishi 8, Kita-ku, Sapporo, Hokkaido 060-8628, Japan.
authors.forename: Masanori
authors.initials: M
authors.lastname: Yoshida
authors.forename: Tatsuaki
authors.initials: T
authors.lastname: Terumine
authors.forename: Erika
authors.initials: E
authors.lastname: Masaki
authors.forename: Shoji
authors.initials: S
authors.lastname: Hara
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D000596:Amino Acids; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000498:Allyl Compounds; D000596:Amino Acids; D009942:Organometallic Compounds; D010165:Palladium